Basic information
- CAS
7423-93-0- Standard SMILES
N[C@@H](Cc1ccc(O)c(Cl)c1)C(=O)O- InChIKey
ACWBBAGYTKWBCD-ZETCQYMHSA-N- Molecular formula
- C9H10ClNO3
- Average molar mass
- 215.63 g/mol
- Monoisotopic mass
- 215.0349209
Overview
3-chloro-L-tyrosine is a chloroamino acid comprising a tyrosine core with a chloro- substituent ortho to the phenolic hydroxy group. It has a role as a biomarker and a human metabolite. It is a chloroamino acid, a L-tyrosine derivative, a member of monochlorobenzenes and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a 3-chloro-L-tyrosine zwitterion.
Names & identifiers
- Preferred name
- 3-Chloro-L-Tyrosine
- IUPAC
- (2S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid
- English name
- 3-Chloro-L-tyrosine
- Molecular formula
- C9H10ClNO3
- Molecular weight
- 215.63
Names & synonyms
3-Chloro-L-tyrosine3-Chlorotyrosine7423-93-0(2S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acidSY44C9MINATyrosine, 3-chloro-J278.826HCHEBI:53678DTXSID801315678chlorotyrosineL-(8CI)-3-chloro-TyrosineDTXSID10864059
Show more names
3-Cl-L-Tyr-OHH-TYR(3-CL)-OH3-Chloro-L-Tyr-OHH-3-CHLORO-L-TYR-OHTyrosine Impurity 28CHLORO-L-TYROSINE, 3-
Cl-TyrRefChem:911245DTXCID70812612DTXCID801745572231-050-32-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acidMonochlorotyrosine3-Cl-Tyr-OH
Database identifiers
- CAS
7423-93-0- PubChem CID
- 110992
- DTXSID
DTXSID801315678- ChEMBL
CHEMBL3808682- ChEBI
CHEBI:53678- UNII
- SY44C9MINA
Properties
Computed structural properties
- XLogP
- -1.8
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 212
Physicochemical properties
- Melting point
- 249 °C · 249 °C (lit.)
- alpha
- -2 · -2 º (c=1 in 1 M HCl)
- Boiling point
- 388.6 · 388.6±42.0 °C(Predicted)
- Density
- 1.458 · 1.458±0.06 g/cm3(Predicted)
- storage temp.
- Store at RT.
- solubility
- Aqueous Acid (Slightly), Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 2.21 · 2.21±0.20(Predicted)
- color
- White to Off-White
- optical activity
- 24 · [α]24/D 2°, c = 1 in 1 M HCl
- BRN
- 2941263 · 2941263
- Stability
- Hygroscopic
- Major Application
- peptide synthesis
- InChI
- 1S/C9H10ClNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
- InChIKey
- ACWBBAGYTKWBCD-ZETCQYMHSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2922500090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications
Uses3-Chloro-L-tyrosine was used in the enzymatic synthesis of halogen derivatives of aromatic amino acids labeled with hydrogen isotope. 3-Chloro-L-tyrosine exhibited stronger antioxidant properties in Hb-induced oxidative stress as was evident by higher efficiency of reduction of ferryl species.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
江苏吉泰肽业科技有限公司18936337900 18936337900 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
江苏生康迈翔科技有限公司18217475093 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
陕西缔都新材料有限公司
Related reactions
2 records
Compound notes
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